Meet Jay Westerlund | Florida Real Estate Professional

Jay Westerlund

Leader | People-Focused | Faith-driven | Authentic

I'm Jay Westerlund, a trusted real estate advisor committed to delivering exceptional results for every client I serve. As one of the Top 1.5% of REALTORS® nationwide, with over $300 million in successful sales since 2020, I bring a proven track record of performance to every real estate transaction I represent.

My expertise lies in listing distinctive properties—especially luxury waterfront estates and homes in premier golf course communities. But beyond the numbers, my true focus is you.

I take a personalized approach to every sale, ensuring your home is not only positioned to attract maximum attention, but also sold for the highest possible value.

With strategic marketing, meticulous presentation, and a deep understanding of the local market, my team and I work relentlessly to help you sell confidently—without leaving money on the table.

Originally from Indiana, I’ve called Southwest Florida home since 2007. Living here has given me a deep appreciation for the area’s unique neighborhoods, stunning waterfronts, and vibrant golf communities. My background and love for golf have given me a unique perspective on these lifestyle-focused properties, and I’m always eager to share that knowledge with my clients. I'm now a proud member at Bonita Bay | The Bonita Bay Club.

When I’m not assisting clients, I'm cherishing time with my wife and our four children or spending time on the golf course, embracing the very lifestyle I expertly curate for others.

Learn more about me in the August 2025 Real Producers Article.

Email address [email protected]

Primary phone 239.216.1211

Address 23421 Walden Center Dr Ste 110 Bonita Springs FL, 34134

License #249519901

Get to Know Jay

The #1 resource for relocating golfers to SWFL

Meet

Your Team

We've been hand selected for our integrity, experience, and dedication to the customer experience. We don’t just sell real estate. We treat our customers’ assets like our own and ensure our customers make good financial decisions for their future.

Your Next Steps

Step 1

Schedule a Call

Connect directly with our Team Leader, Jay Westerlund, to discuss your goals for selling your property.
Step 2

Personalized Consultation

Schedule an in-person meeting to create a custom strategy for maximizing your property's value.
Step 3

Don't Look Back

Move forward with confidence — we’ve got the rest covered.

Sell With Us

Looking to get your property sold without leaving any money on the table?

Connect With Us

Success Stories

Despite being a Vikings fan, Jay was active on our behalf to make sure the process went smoothly without any hiccups! It’s a daunting task that, when looking back, seemed easy because of Jay’s guidance.

Richard P.

Working with Jay has been an absolute pleasure! His incredible attention to detail and deep understanding of the real estate market set him apart. From the very beginning while buying and selling a few of our properties Jay made the process seamless, ensuring every step was handled with professionalism and care. I can't recommend Jay enough to anyone looking for an agent who truly goes above and beyond!

Paul & Marisa S.

Jay made our buying purchase so enjoyable. He was patient, focused, and always took great care of listening to our wants and needs. We appreciate his time and efforts.

Jean P.

Jay was the exact right person to work with for me. He understood what I was looking for and helped me negotiate a very reasonable purchase. Great communication and follow-up throughout the process. I cannot speak more highly of Jay.

Brent C.

Jay is a friendly professional who understands the market very well and truly connects during the home buying and selling process. He always goes beyond the scope of the job, from legal to inspections spearheads the purchase. After working with Jay on three separate home purchases over the last few years. I’d definitely recommend Jay to my family or friends.

Keith P.

He is amazing! He was so helpful in navigating the entire process I can’t say enough positive things!

Lisa S.

View All

Past Transactions

Sold
$10,000,000

10150 Gulf Shore DR, NAPLES, FL 34108
- 4 Beds
- 7 Baths
- 5,816 Sq.Ft.
Sold
$5,200,000

4971 Bonita Bay BLVD # 04 Unit: 2303-04, BONITA SPRINGS, FL 34134
- 3 Beds
- 5 Baths
- 6,176 Sq.Ft.
Sold
$4,500,000

4971 Bonita Bay Blvd #2102, Bonita Springs, FL 34134
- 4 Beds
- 4 Baths
- 4,336 Sq.Ft.
Sold
$4,450,000

16743 Enclave CIR, NAPLES, FL 34110
- 4 Beds
- 5 Baths
- 4,291 Sq.Ft.
Sold
$4,450,000

26040 Fawnwood CT, BONITA SPRINGS, FL 34134
- 4 Beds
- 5 Baths
- 5,266 Sq.Ft.
Sold
$3,500,000

12445 Twineagles BLVD, NAPLES, FL 34120
- 4 Beds
- 4 Baths
- 3,982 Sq.Ft.
Sold
$3,200,000

4971 Bonita Bay Blvd #1703, Bonita Springs, FL 34134
- 3 Beds
- 4 Baths
- 3,088 Sq.Ft.
Sold
$3,050,000

4971 Bonita Bay BLVD # 1603, BONITA SPRINGS, FL 34134
- 3 Beds
- 4 Baths
- 3,088 Sq.Ft.
Sold
$3,000,000

26108 Fawnwood CT, BONITA SPRINGS, FL 34134
- 3 Beds
- 4 Baths
- 4,512 Sq.Ft.
Sold
$2,695,000

26384 Mahogany Pointe CT, BONITA SPRINGS, FL 34134
- 4 Beds
- 4 Baths
- 3,383 Sq.Ft.
Sold
$2,650,000

9511 Chartwell Breeze DR, ESTERO, FL 34135
- 3 Beds
- 4 Baths
- 3,377 Sq.Ft.
Sold
$2,450,000

10700 Glen Lakes DR, ESTERO, FL 34135
- 3 Beds
- 4 Baths
- 3,298 Sq.Ft.
Sold
$2,450,000

2804 SW 36th TER, CAPE CORAL, FL 33914
- 4 Beds
- 5 Baths
- 4,638 Sq.Ft.
Sold
$2,300,000

12581 Vittoria WAY, FORT MYERS, FL 33912
- 6 Beds
- 7 Baths
- 5,031 Sq.Ft.
Sold
$2,100,000

27820 Riverwalk WAY, BONITA SPRINGS, FL 34134
- 4 Beds
- 5 Baths
- 4,047 Sq.Ft.
Sold
$2,100,000

655 Park Shore DR, NAPLES, FL 34103
- 3 Beds
- 3 Baths
- 2,333 Sq.Ft.
Sold
$2,070,000

4041 Gulf Shore BLVD N # 503, NAPLES, FL 34103
- 3 Beds
- 3 Baths
- 2,265 Sq.Ft.
Sold
$2,050,000

26210 Mira WAY, BONITA SPRINGS, FL 34134
- 3 Beds
- 4 Baths
- 3,185 Sq.Ft.
Sold
$2,050,000

4951 Bonita Bay Blvd #1802, Bonita Springs, FL 34134
- 3 Beds
- 3 Baths
- 2,730 Sq.Ft.
Sold
$2,050,000

4951 Bonita Bay BLVD # 1802, BONITA SPRINGS, FL 34134
- 3 Beds
- 3 Baths
- 2,730 Sq.Ft.
Sold
$2,025,000

1540 Oakes BLVD, NAPLES, FL 34119
- 5 Beds
- 6 Baths
- 3,708 Sq.Ft.
Sold
$2,000,000

3732 Woodlake DR, BONITA SPRINGS, FL 34134
- 3 Beds
- 3 Baths
- 3,027 Sq.Ft.
Sold
$1,950,000

1150 6th ST S # 3, NAPLES, FL 34102
- 3 Beds
- 3 Baths
- 2,321 Sq.Ft.
Sold
$1,825,000

4951 Bonita Bay Blvd #1602, Bonita Springs, FL 34134
- 3 Beds
- 3 Baths
- 2,730 Sq.Ft.
Sold
$1,782,500

9552 Via Lago WAY, FORT MYERS, FL 33912
- 4 Beds
- 5 Baths
- 4,295 Sq.Ft.
Sold
$1,750,000

22021 Red Laurel Ln, Estero, FL 33928
- 4 Beds
- 5 Baths
- 4,136 Sq.Ft.
Sold
$1,750,000

22021 Red Laurel LN, ESTERO, FL 33928
- 4 Beds
- 5 Baths
- 4,136 Sq.Ft.
Sold
$1,745,000

27583 Riverbank DR, BONITA SPRINGS, FL 34134
- 4 Beds
- 3 Baths
- 2,925 Sq.Ft.
Sold
$1,735,000

10109 Idle Pine LN, ESTERO, FL 34135
- 3 Beds
- 3 Baths
- 3,250 Sq.Ft.
Sold
$1,700,000

12742 Dundee LN, NAPLES, FL 34120
- 3 Beds
- 5 Baths
- 3,811 Sq.Ft.
Sold
$1,700,000

4971 Bonita Bay BLVD 401, BONITA SPRINGS, FL 34134
- 3 Beds
- 4 Baths
- 3,421 Sq.Ft.
Sold
$1,537,500

4906 Baybridge BLVD, ESTERO, FL 33928
- 3 Beds
- 3 Baths
- 2,987 Sq.Ft.
Sold
$1,525,000

9782 Bay Meadow, ESTERO, FL 34135
- 3 Beds
- 4 Baths
- 2,646 Sq.Ft.
Sold
$1,494,996

9420 Monteverdi Way, Fort Myers, FL 33912
- 4 Beds
- 3 Baths
- 3,046 Sq.Ft.
Sold
$1,475,000

9580 Monteverdi WAY, FORT MYERS, FL 33912
- 4 Beds
- 4 Baths
- 2,812 Sq.Ft.
Sold
$1,375,000

20181 Ocelot CT, ESTERO, FL 33928
- 4 Beds
- 4 Baths
- 3,039 Sq.Ft.
Sold
$1,350,000

25051 Ascot Lake CT, BONITA SPRINGS, FL 34134
- 3 Beds
- 3 Baths
- 2,620 Sq.Ft.
Sold
$1,330,000

2859 Tiburon BLVD E # 101, NAPLES, FL 34109
- 3 Beds
- 2 Baths
- 2,159 Sq.Ft.
Sold
$1,300,000

3687 Olde Cottage LN, BONITA SPRINGS, FL 34134
- 3 Beds
- 3 Baths
- 2,395 Sq.Ft.
Sold
$1,250,000

6021 Silver King BLVD # 604, CAPE CORAL, FL 33914
- 3 Beds
- 4 Baths
- 2,888 Sq.Ft.
Sold
$1,250,000

8392 Northhampton CT, NAPLES, FL 34120
- 4 Beds
- 3 Baths
- 2,978 Sq.Ft.
Sold
$1,200,000

12196 Sussex ST, FORT MYERS, FL 33913
- 4 Beds
- 5 Baths
- 3,936 Sq.Ft.
Sold
$1,200,000

4811 Island Pond Ct #1001, Bonita Springs, FL 34134
- 3 Beds
- 3 Baths
- 2,900 Sq.Ft.
Sold
$1,200,000

4811 Island Pond CT # 1001, BONITA SPRINGS, FL 34134
- 3 Beds
- 3 Baths
- 2,900 Sq.Ft.
Sold
$1,200,000

6300 Pelican Bay BLVD # 106 Unit: A-106, NAPLES, FL 34108
- 3 Beds
- 3 Baths
- 2,378 Sq.Ft.
Sold
$1,125,000

4811 Island Pond CT # 1202, BONITA SPRINGS, FL 34134
- 3 Beds
- 3 Baths
- 2,728 Sq.Ft.
Sold
$1,100,000

2859 Tiburon BLVD E # 101, NAPLES, FL 34109
- 3 Beds
- 2 Baths
- 2,159 Sq.Ft.
Sold
$1,100,000

6300 Pelican Bay BLVD # 101 Unit: A-101, NAPLES, FL 34108
- 3 Beds
- 3 Baths
- 2,378 Sq.Ft.
Sold
$1,090,000

6300 Pelican Bay BLVD # 201A, NAPLES, FL 34108
- 3 Beds
- 3 Baths
- 2,191 Sq.Ft.
Sold
$1,060,000

23188 Sanabria LOOP, BONITA SPRINGS, FL 34135
- 3 Beds
- 3 Baths
- 2,721 Sq.Ft.